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Winter Garden Homes For Sale & Real Estate - 976 homes

Winter Garden homes for sale are located in Orange County, Florida. Find homes in Winter Garden for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Garden houses.

Location: Winter Garden

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  • 9567 MEADOW HUNT WAY, WINTER GARDEN, FL 34787

    $945,00022 Days on yellowkey   MLS ID: O6422408

    REDUCED by $20,000 (2.1%) on 07/23/2026

    For Sale O6422408 - 9567 MEADOW HUNT WAY, WINTER GARDEN, FL 34787 69 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4305
       Built: 2019
    Monthly Fee: $164
       Tax: $9,084 (2025)
    Community: Watermark
    Single Family


    Estimated Monthly Payment: $6,099 (change assumption)
    Mortgage ($5,178) + Fees ($164) + Taxes in 2025 ($757)


    Taxes:$9,084

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 931 KYLEE ALY, WINTER GARDEN, FL 34787

    $766,00083 Days on yellowkey   MLS ID: O6404673

    0 Days Off yellowkey (back on 6/20/2026)

    REDUCED by $1,000 (0.1%) on 06/16/2026

    For Sale O6404673 - 931 KYLEE ALY, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2831
       Built: 2022
    Monthly Fee: $393
       Tax: $9,637 (2025)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $5,393 (change assumption)
    Mortgage ($4,197) + Fees ($393) + Taxes in 2025 ($803)


    Taxes:$9,637

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 10750 PETRILLO WAY, WINTER GARDEN, FL 34787

    $749,00019 Days on yellowkey   MLS ID: O6423067

    REDUCED by $1,000 (0.1%) on 07/21/2026

    For Sale O6423067 - 10750 PETRILLO WAY, WINTER GARDEN, FL 34787 43 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2613
       Built: 2020
    Monthly Fee: $101
       Tax: $5,059 (2026)
    Community: Winding Bay Phase 1B
    Single Family


    Estimated Monthly Payment: $4,627 (change assumption)
    Mortgage ($4,104) + Fees ($101) + Taxes in 2026 ($422)


    Taxes:$5,059

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 1950 PANTHEON DR, WINTER GARDEN, FL 34787

    $495,00035 Days on yellowkey   MLS ID: O6418888

    1 Days Off yellowkey (back on 7/22/2026)

    REDUCED by $15,000 (2.9%) on 07/08/2026

    For Sale O6418888 - 1950 PANTHEON DR, WINTER GARDEN, FL 34787 49 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1754
       Built: 2015
    Monthly Fee: $211
       Tax: $3,783 (2025)
    Community: Alexander Rdg
    Single Family


    Estimated Monthly Payment: $3,239 (change assumption)
    Mortgage ($2,712) + Fees ($211) + Taxes in 2025 ($315)


    Taxes:$3,783

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 342 WINDFORD CT, WINTER GARDEN, FL 34787

    $319,90075 Days on yellowkey   MLS ID: O6407632

    REDUCED by $20,000 (5.9%) on 06/29/2026

    For Sale O6407632 - 342 WINDFORD CT, WINTER GARDEN, FL 34787 17 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1194
       Built: 1996
    Monthly Fee: $40
       Tax: $4,266 (2025)
    Community: Park Ave Estates
    Single Family


    Estimated Monthly Payment: $2,148 (change assumption)
    Mortgage ($1,753) + Fees ($40) + Taxes in 2025 ($356)


    Taxes:$4,266

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9296 BOLERO RD, WINTER GARDEN, FL 34787

    $779,00024 Days on yellowkey   MLS ID: O6422122

    REDUCED by $20,000 (2.5%) on 07/23/2026

    For Sale O6422122 - 9296 BOLERO RD, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2117
       Built: 2020
    Monthly Fee: $193
       Tax: $9,402 (2025)
    Community: Waterleigh Phs 3B 3C & 3D
    Single Family


    Estimated Monthly Payment: $5,245 (change assumption)
    Mortgage ($4,268) + Fees ($193) + Taxes in 2025 ($784)


    Taxes:$9,402

    Elementary School: Water Spring Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 1610 BEULAH RD, WINTER GARDEN, FL 34787

    $450,00039 Days on yellowkey   MLS ID: O6418153

    0 Days Off yellowkey (back on 7/23/2026)

    For Sale O6418153 - 1610 BEULAH RD, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2210
       Built: 1998
    Monthly Fee: $44
       Tax: $2,189 (2025)
    Community: Orange Cove
    Single Family


    Estimated Monthly Payment: $2,692 (change assumption)
    Mortgage ($2,466) + Fees ($44) + Taxes in 2025 ($182)


    Taxes:$2,189

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11277 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $899,99032 Days on yellowkey   MLS ID: O6419923

    1 Days Off yellowkey (back on 7/23/2026)

    REDUCED by $15,000 (1.6%) on 07/02/2026

    For Sale O6419923 - 11277 HOLLOW BAY DR, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3327
       Built: 2025
    Monthly Fee: $208
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,305 (change assumption)
    Mortgage ($4,931) + Fees ($208) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11275 SILVER TRUMPET LOOP, WINTER GARDEN, FL 34787

    $420,0005 Days on yellowkey   MLS ID: O6427248

    For Sale O6427248 - 11275 SILVER TRUMPET LOOP, WINTER GARDEN, FL 34787 13 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1515
       Built: 2026
    Monthly Fee: $429

    Community: Esplanade At Mckinnon Groves
    Villa


    Estimated Monthly Payment: $2,730 (change assumption)
    Mortgage ($2,301) + Fees ($429) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 20 E DIVISION ST, WINTER GARDEN, FL 34787

    $1,080,00052 Days on yellowkey   MLS ID: O6413659

    REDUCED by $40,000 (3.6%) on 07/23/2026

    For Sale O6413659 - 20 E DIVISION ST, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2729
       Built: 1959   Tax: $7,197 (2025)
    Community: Winter Garden Shores First Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,517 (change assumption)
    Mortgage ($5,918) + Taxes in 2025 ($600)


    Taxes:$7,197

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16827 EVERMORE ALLEY, WINTER GARDEN, FL 34787

    $525,0905 Days on yellowkey   MLS ID: O6427521

    For Sale O6427521 - 16827 EVERMORE ALLEY, WINTER GARDEN, FL 34787 20 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1628
       Built: 2026
    Monthly Fee: $152

    Community: Silverleaf Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,029 (change assumption)
    Mortgage ($2,877) + Fees ($152) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Vista Lakes Elem

    High School: Colonial High

    Tax Year: 2025

    Middle School: Odyssey Middle


  • 6355 ARGENT WOOD DRIVE, WINTER GARDEN, FL 34787

    $499,6905 Days on yellowkey   MLS ID: O6427512

    For Sale O6427512 - 6355 ARGENT WOOD DRIVE, WINTER GARDEN, FL 34787 27 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1652
       Built: 2026
    Monthly Fee: $286

    Community: Silverleaf Oaks
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,024 (change assumption)
    Mortgage ($2,738) + Fees ($286) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16803 EVERMORE ALLEY, WINTER GARDEN, FL 34787

    $537,2905 Days on yellowkey   MLS ID: O6427359

    For Sale O6427359 - 16803 EVERMORE ALLEY, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1896
       Built: 2026
    Monthly Fee: $152
       Tax: $1,372 (2025)
    Community: Silverleaf Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,210 (change assumption)
    Mortgage ($2,944) + Fees ($152) + Taxes in 2025 ($114)


    Taxes:$1,372

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16968 HAMLIN OASIS LOOP, WINTER GARDEN, FL 34787

    $570,0005 Days on yellowkey   MLS ID: O6427350

    For Sale O6427350 - 16968 HAMLIN OASIS LOOP, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2088
       Built: 2025
    Monthly Fee: $210
       Tax: $2,525 (2025)
    Community: Hamlin Pointe
    Single Family


    Estimated Monthly Payment: $3,544 (change assumption)
    Mortgage ($3,123) + Fees ($210) + Taxes in 2025 ($210)


    Taxes:$2,525

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 11259 SILVER TRUMPET LOOP, WINTER GARDEN, FL 34787

    $432,6195 Days on yellowkey   MLS ID: O6427237

    For Sale O6427237 - 11259 SILVER TRUMPET LOOP, WINTER GARDEN, FL 34787 12 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1515
       Built: 2026
    Monthly Fee: $429

    Community: Esplanade At Mckinnon Groves
    Villa


    Estimated Monthly Payment: $2,799 (change assumption)
    Mortgage ($2,370) + Fees ($429) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 17073 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $566,8806 Days on yellowkey   MLS ID: G5115376

    0 Days Off yellowkey (back on 7/21/2026)

    For Sale G5115376 - 17073 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2102
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,256 (change assumption)
    Mortgage ($3,106) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15367 SHONAN GOLD DR, WINTER GARDEN, FL 34787

    $925,0005 Days on yellowkey   MLS ID: O6426934

    For Sale O6426934 - 15367 SHONAN GOLD DR, WINTER GARDEN, FL 34787 57 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3002
       Built: 2017
    Monthly Fee: $425
       Tax: $10,788 (2025)
    Community: Hamlin Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,392 (change assumption)
    Mortgage ($5,068) + Fees ($425) + Taxes in 2025 ($899)


    Taxes:$10,788

    Elementary School: Keene Crossing Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 15068 LEBEAU LOOP, WINTER GARDEN, FL 34787

    $659,0005 Days on yellowkey   MLS ID: O6424514

    For Sale O6424514 - 15068 LEBEAU LOOP, WINTER GARDEN, FL 34787 92 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3266
       Built: 2022
    Monthly Fee: $101
       Tax: $10,150 (2025)
    Community: Winding Bay Ph 3
    Single Family


    Estimated Monthly Payment: $4,558 (change assumption)
    Mortgage ($3,611) + Fees ($101) + Taxes in 2025 ($846)


    Taxes:$10,150

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15130 OVATION DR, WINTER GARDEN, FL 34787

    $821,00054 Days on yellowkey   MLS ID: O6413647

    REDUCED by $19,000 (2.3%) on 07/23/2026

    For Sale O6413647 - 15130 OVATION DR, WINTER GARDEN, FL 34787 55 photos

    Bed: 7   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4688
       Built: 2009
    Monthly Fee: $167
       Tax: $6,472 (2025)
    Community: Belle Meade Ph 02 H
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,205 (change assumption)
    Mortgage ($4,499) + Fees ($167) + Taxes in 2025 ($539)


    Taxes:$6,472

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16012 MICELLI DR, WINTER GARDEN, FL 34787

    $599,000168 Days on yellowkey   MLS ID: TB8472370

    REDUCED by $85,000 (12.4%) on 07/10/2026

    For Sale TB8472370 - 16012 MICELLI DR, WINTER GARDEN, FL 34787 77 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2248
       Built: 2021
    Monthly Fee: $101
       Tax: $7,755 (2024)
    Community: Winding Bay Ph 1B
    Single Family


    Estimated Monthly Payment: $4,029 (change assumption)
    Mortgage ($3,282) + Fees ($101) + Taxes in 2024 ($646)


    Taxes:$7,755

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None




Why Bother Searching Elsewhere for Winter Garden Homes for Sale and Other Real Estate?

Winter Garden home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in Winter Garden . You can use our website to view Multiple Listing Service (MLS) data on Winter Garden Real Estate. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Winter Garden listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.